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Transformations of 1,2,4-Triazines in Reactions with Nucleophiles: V. SNH and ipso-Substitution in the Synthesis and Transformations of 5-Cyano-1,2,4-triazines

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Abstract

The scope of functionalization of 1,2,4-triazines can be considerably extended via successive nucleophilic substitution of hydrogen (SN H) and ipso-substitution. A convenient procedure has been developed for direct cyanation of 1,2,4-triazine 4-oxides with acetone cyanohydrin in the presence of triethylamine. The cyano group in the resulting 5-cyano-1,2,4-triazines is readily replaced by reactions with various aliphatic alcohols and amines.

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  1. Ural State Technical University, ul. Mira 19, Yekaterinburg, 620002, Russia

    D. N. Kozhevnikov, V. N. Kozhevnikov, I. S. Kovalev, V. L. Rusinov, O. N. Chupakhin & G. G. Aleksandrov

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  1. D. N. Kozhevnikov
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  2. V. N. Kozhevnikov
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  3. I. S. Kovalev
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  4. V. L. Rusinov
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  5. O. N. Chupakhin
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  6. G. G. Aleksandrov
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Kozhevnikov, D.N., Kozhevnikov, V.N., Kovalev, I.S. et al. Transformations of 1,2,4-Triazines in Reactions with Nucleophiles: V. SNH and ipso-Substitution in the Synthesis and Transformations of 5-Cyano-1,2,4-triazines. Russian Journal of Organic Chemistry 38, 744–750 (2002). https://doi.org/10.1023/A:1019631610505

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